US6087437A - Ethylene/vinyl acetate latex binders and paints which are free of volatile coalescents and freeze-thaw additives - Google Patents
Ethylene/vinyl acetate latex binders and paints which are free of volatile coalescents and freeze-thaw additives Download PDFInfo
- Publication number
- US6087437A US6087437A US08/722,817 US72281796A US6087437A US 6087437 A US6087437 A US 6087437A US 72281796 A US72281796 A US 72281796A US 6087437 A US6087437 A US 6087437A
- Authority
- US
- United States
- Prior art keywords
- pphm
- latex
- freeze
- ethylene
- monomer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D131/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Coating compositions based on derivatives of such polymers
- C09D131/02—Homopolymers or copolymers of esters of monocarboxylic acids
- C09D131/04—Homopolymers or copolymers of vinyl acetate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/02—Ethene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F218/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
- C08F218/02—Esters of monocarboxylic acids
- C08F218/04—Vinyl esters
- C08F218/08—Vinyl acetate
Definitions
- the vinyl acetate comprises a major proportion of the total monomer content and is present in minimum amounts effective to provide the latex binder and a latex paint which employs the latex binder with abrasion resistance and film-forming properties which are sufficient for their intended use;
- the ethylene monomer comprises a minor proportion of the total monomer content;
- the monomer represented by Structure I is present at a minimum amount of the total monomer content which is effective to provide the latex paint which employs the latex binder with freeze-thaw stability in the absence of a volatile freeze-thaw additive and a maximum amount which is effective to maintain the sufficient abrasion resistance and film-forming properties.
- latex is used herein in its conventional meaning, i.e., a dispersion of particulate matter in an aqueous phase which contains an emulsifier or surfactant suitable for preparing the latex.
- Latex binders as used herein, comprise a polymer dispersed in an aqueous phase with an appropriate emulsifier system.
- the polymer also may comprise the polymerized residue of at least one acrylate monomer.
- Acrylate monomer as used herein includes esters of monocarboxylic acids and the di-esters of dicarboxylic acids, and does not include the half-esters of dicarboxylic acids.
- Preferred acrylate monomers are selected from the group consisting of C 1 -C 10 alkyl esters of ⁇ , ⁇ -ethylenically unsaturated C 2 -C 6 monocarboxylic acids; hydroxy C 1 -C 4 alkyl esters of ⁇ , ⁇ -ethylenically unsaturated C 2 -C 6 monocarboxylic acids; and C 4 -C 8 alkyl diesters of ⁇ , ⁇ -ethylenically unsaturated C 4 -C 8 dicarboxylic acids.
- Suitable nonionic emulsifiers include polyoxyethylene condensates.
- Exemplary polyoxyethylene condensates which can be used include polyoxyethylene aliphatic ethers, such as polyoxyethylene lauryl ether and polyoxyethylene oleyl ether; polyoxyethylene alkaryl ethers, such as polyoxyethylene nonylphenol ether and polyoxyethylene octylphenol ether; polyoxyethylene esters of higher fatty acids, such as polyoxyethylene laurate and polyoxyethylene oleate, as well as condensates of ethylene oxide with resin acids and tall oil acids; polyoxyethylene amide and amine condensates such as N-polyoxyethylene lauramide, and N-lauryl-N-polyoxyethylene amine and the like; and polyoxyethylene thio-ethers such as polyoxyethylene n-dodecyl thio-ether.
- TETRONIC® emulsifiers are tetra-functional block copolymers derived from the sequential addition of PO and EO to ethylene-diamine.
- TETRONIC® R emulsifiers are produced by the sequential addition of EO and PO to ethylene-diamine.
- a series of ethylene oxide adducts of acetyleneic glycols, sold commercially by Air Products under the Surfynol® trade name, are suitable as nonionic emulsifiers.
- anionic emulsifiers include the alkyl aryl sulfonates, alkali metal alkyl sulfates, the sulfonated alkyl esters, and fatty acid soaps. Specific examples include sodium dodecylbenzene sulfonate, sodium butylnaphthalene sulfonate, sodium lauryl sulfate, disodium dodecyl diphenyl ether disulfonate, N-octadecyl sulfosuccinate and dioctyl sodiumsulfosuccinate.
- the emulsifiers are employed in amounts effective to achieve adequate emulsification of the polymer in the aqueous phase and to provide desired particle size and particle size distribution.
- Other ingredients known in the art to be useful for various specific purposes in emulsion polymerization such as, acids, salts, chain transfer agents, and chelating agents, also may be employed in the preparation of the polymer.
- the polymerizable constituents include a monoethylenically unsaturated carboxylic acid monomer
- polymerization under acidic conditions pH 2 to 7, preferably 2 to 5
- the aqueous medium can include those known weak acids and their salts that are commonly used to provide a buffered system at the desired pH range.
- the solids content of the resulting aqueous heterogeneous polymer latex can be adjusted to the level desired by the addition of water or by the removal of water by distillation.
- the desired level of polymeric solids content is from about 20% to about 60% by weight on a total weight basis.
- a test scrub panel was prepared by drawing a 7.0 mil film of paint on a leneta chart and allowing the paint to dry for 7 days in an open room maintained at 23 ⁇ 2° C. and 50 ⁇ 5% relative humidity.
- the dried chart was affixed to a glass panel and put into a scrub machine equipped with a scrub brush and a basin for holding the text panel.
- the brush was prepared by immersing it overnight in 2% solution of Triton® X-100 surfactant, a proprietary alkylaryl polyether available from Union Carbide.
- the brush was placed in the machine holder and the test scrub panel was put under the brush.
- the brush bristles were spread evenly with 10 grams of a standardized scrub medium (available from Leneta Co.).
- the panel was then wet with 5 ml of reagent water in the path of the brush.
- the scrub machine was started. After every 800 stokes before failure, 10 grams of scrub medium and 5 ml of reagent water were added to the brush bristles. The number of strokes to the paint at which 0.5 inch of black chart shows through the test panel was recorded.
- EVA interpolymers Using the following semi-continuous emulsion polymerization technique, a series of EVA interpolymers was prepared. The ingredients for one of the latexes that were prepared were as follows. The concentration is reported in pphm.
- Latex 1A Another latex of the same monomer composition as latex 1A was synthesized using the procedure of Example 1 and employing 2 pphm of anionic emulsifier, no nonionic emulsifier, and 1.1 pphm of Cellosize QP 09L.
- This latex was designated 1B and had the following physical properties: 54.5% solids; 437 NM particle size, Tg 8° C.; 0° C. MFFT; 4.8 pH.
- BYK® 034 defoamer is a proprietary mixture of hydrophobic components in paraffin based mineral oil, silicone containing, available from BYK Chemie.
- AMP-95 is 2-amino-2-methyl-1-propanol, available from Angus Chemicals.
- Satintone W is calcined aluminum silicate, available from Engelhard Corporation.
- Latexes 1A, 1G and 1H were formulated into Paint Formula III and evaluated for film formation, scrub resistance and F/T stability. Results are presented in Table II.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
Abstract
Description
______________________________________ FORMULA I 55% PVC FLAT Pounds/100 U.S. Gal. ______________________________________ Water 375.0 Colloid 226-35 7.0 Colloid 643 2.5 Natrosol ® 250 HR 6.0 Kronos 2020 178.0 Satintone W 155.0 Omyacarb 6 200.0 Igepal ® CO-630 2.0 Water 131.0 EVA latex 310.0 AMP-95 2.0 Colloid 643 2.5 Kathon LX 0.4 1371.4 ______________________________________
______________________________________ FORMULA II 55% PVC FLAT Pounds/100 U.S. Gal. ______________________________________ Water 250.0 Tamol 731 6.5 KTPP 1.3 Colloid 643 2.0 Triton CF-10 2.0 Natrosol Plus 430 1.0 Kronos 2020 165.0 Huber 683 80.0 Calcium Carbonate (Omya 6) 165.0 Mica 325 40.0 Disperse Hegman 2-3 Water 170.0 Natrosol Plus 430 (Premix) 2.5 Water (Premix) 35.0 Rheolate 350 15.0 Latex (55%) 260.0 Colloid 643 2.0 Kathon LX 0.4 1190.7 ______________________________________
______________________________________ FORMULA III 27% PVC Semi-Gloss Pounds/100 U.S. Gal. ______________________________________ Water 240.0 BYK 155 3.2 BYK 034 1.6 Potassium Hydroxide 3.2 Kronos 2020 240.0 ASP-170 40.0 Polyphobe 102 20.0 Disperse Hegman 5-6 Water 76.0 Rexol 45/407 4.8 Resin 55% Solids 440.0 Kathon LX 0.4 BYK 034 1.6 Totals 1070.8 ______________________________________
______________________________________ FORMULA IV 27% PVC SEMI-GLOSS Pound/100 U.S. Gal. ______________________________________ Water 245.0 BYK 155 5.0 BYK 034 2.0 Natrosol 250 HR 6.0 Kronos 2020 290.0 Omyacarb 3 50.0 Disperse Hegman 5-6 Igepal CO-630 2.0 AMP 95 2.0 Water 30.0 BYK 034 2.0 Kathon LX 0.5 Solvent Free EVA 635.0 Total 1269.5 ______________________________________
______________________________________ FORMULA V 27% PVC SEMI-GLOSS Pounds/100 U.S. Gallon ______________________________________ Water 125.0 BYK 155 Dispersant 3.5 BYK 034 Defoamer 2.0 Surfynol CT-111 2.5 Potassium Hydroxide 45% 3.5 Kronos 2020 250.0 ASP 170 45.0 TT-935 4.0 Disperse Hegman 5-6 Water 185.0 TT-935 9.0 RM 2020 12.0 AMP-95 1.0 EVA Latex 445.0 Kathon LX 0.4 BYK 034 2.0 1088.9 ______________________________________
______________________________________ Initial Charge Compound Grams In pphm ______________________________________ Water 2200.0 55.00 Cellosize QP09L 36.0 0.90 Non-ionic emulsifier.sup.1 178.0 4.15 (Active) Anionic Emulsifier.sup.2 36.0 0.18 (Active) Vinyl Acetate 850.0 21.25 Ethylene 575 psi 11.00 Monomer Slow-Add Vinyl acetate 2536.8 63.75 Butyl acrylate 159.2 4.0 Initiator Slow-Add Water 250.0 6.25 Sodium Persulfate 8.32 0.21 Sodium bicarbonate 2.50 0.06 Reducer Slow-Add Water 250.00 6.25 SFS 6.76 0.17 Redox Scavenge 1) Water 15.0 0.38 Temp 6.0 0.15 2) Water 70.0 1.75 SFS 6.0 0.15 Ph Adjustment Water 90.0 2.25 Sodium bicarbonate 5.0 0.13 Preservative Adds Water 5.0 0.13 Hydrogen Peroxide 5.0 0.13 Water 10.0 0.25 Kathon LX (1.5%) 13.7 0.34 ______________________________________ 1) = a blend of nonylphenol ethoxylate and Pluronic nonionic surfactants 2) = alkyl benzene sulfonate
______________________________________ Comonomer 1C 1D 1E 1F ______________________________________ Monoethyl maleate 0.3 0.5 Acrylic Acid 0.3 0.5 Physical Properties % Solids 54.8 53.9 54.9 55.1 PS (non) 417 384 400 423 MFFT °C. <0 <0 <0 <0 ______________________________________
______________________________________ 1G 1H 1J ______________________________________ Monoethyl maleate 0.5 -- -- Acrylic Acid 0.3 0.15 Physical Properties % Solids 54.3 56.5 55.1 Viscosity (cps) 2120 3930 2720 PS (nm) 366 371 372 ______________________________________
TABLE I ______________________________________ Semigloss Paint Formula III Latex 1B 1C 1D 1E 1F ______________________________________ Film Formation (5° C.) Yes Yes Yes Yes Yes Scrub Resistance >4000 1375 980 970 900 (cycles) Freeze-thaw fail fail fail fail fail ______________________________________
TABLE II ______________________________________ Semigloss Paint Formula III Latex 1A 1G 1H ______________________________________ Film Formation Y Y Y (5° C.) Scrub Resistance >4000 1087 970 (cycles) Freeze-thaw Fail Fail 2.sup.nd Pass Cycle ______________________________________
______________________________________ Latex 1J 1K 1L ______________________________________ β-carboxy ethyl 0.15 0.3 0.45 acrylate Physical Properties % Solids 55.1 54.7 57 Viscosity (cps) 2720 2170 2835 PS (NM) 372 375 389 ______________________________________
TABLE III ______________________________________ 1A 1J 1K 1L ______________________________________ β-CEA 0 0.225 0.3 0.45 Scrub Resistance 6000+ 6000+ 6000+ 6000+ (Cycles) F/T Stability (Cycles) 0 5 5 5 ______________________________________
Claims (4)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/722,817 US6087437A (en) | 1996-09-27 | 1996-09-27 | Ethylene/vinyl acetate latex binders and paints which are free of volatile coalescents and freeze-thaw additives |
Applications Claiming Priority (1)
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US08/722,817 US6087437A (en) | 1996-09-27 | 1996-09-27 | Ethylene/vinyl acetate latex binders and paints which are free of volatile coalescents and freeze-thaw additives |
Publications (1)
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US6087437A true US6087437A (en) | 2000-07-11 |
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US08/722,817 Expired - Lifetime US6087437A (en) | 1996-09-27 | 1996-09-27 | Ethylene/vinyl acetate latex binders and paints which are free of volatile coalescents and freeze-thaw additives |
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Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6673854B2 (en) * | 2001-10-05 | 2004-01-06 | National Starch And Chemical Investment Holding Corporation | Vinyl acetate/ethylene emulsion stabilized with a phosphate surfactant |
US6933415B2 (en) | 2002-06-06 | 2005-08-23 | Basf Ag | Low-VOC aqueous coating compositions with excellent freeze-thaw stability |
US20050287336A1 (en) * | 2004-06-24 | 2005-12-29 | Lunsford David J | Carpet coating compositions |
US20060241230A1 (en) * | 2005-04-22 | 2006-10-26 | Basf Ag | Low-VOC emulsion polymer coating compositions |
US20080188603A1 (en) * | 2005-04-22 | 2008-08-07 | Basf Aktiengesellschaft | Low-Voc Emulsion Polymer Coating Compositions |
US20090163616A1 (en) * | 2006-06-12 | 2009-06-25 | Shiseido Company Ltd. | Gel Composition |
EP2166050A2 (en) | 2008-09-02 | 2010-03-24 | Celanese International Corporation | Low emission, high scrub VAE latex paints |
US8440752B2 (en) | 2001-02-22 | 2013-05-14 | Valspar Sourcing, Inc. | Coating compositions containing low VOC compounds |
CN103172782A (en) * | 2013-03-25 | 2013-06-26 | 上海晶华粘胶制品发展有限公司 | Vinyl acetate emulsion |
EP2641922A1 (en) | 2012-03-21 | 2013-09-25 | Celanese Emulsions GmbH | Aqueous Binder Systems And Their Use In Producing Coating Compositions |
US9034944B2 (en) | 2012-06-19 | 2015-05-19 | Celanese Emulsions Gmbh | Emulsion polymers with improved wet scrub resistance having one or more silicon containing compounds |
US20150184387A1 (en) * | 2013-12-30 | 2015-07-02 | Saint-Gobain Placo Sas | Building Boards with Increased Surface Strength |
CN112851196A (en) * | 2020-12-31 | 2021-05-28 | 富思特新材料科技发展股份有限公司 | Processing method of flexible stone-like material |
US11229209B2 (en) | 2018-06-27 | 2022-01-25 | Vapor Technologies, Inc. | Copper-based antimicrobial PVD coatings |
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US3642680A (en) * | 1967-09-08 | 1972-02-15 | Ici Ltd | Ethylene-vinyl acetate copolymer latex prepared with acrylic seed |
US3716504A (en) * | 1965-03-31 | 1973-02-13 | Air Prod & Chem | Paper coating compositions and products formed therefrom |
US3721636A (en) * | 1970-11-12 | 1973-03-20 | S Makower | Freeze-thaw stable high solids latexes of interpolymers of vinyl chloride,ethylene and certain carboxyl-containing monomers |
US4118356A (en) * | 1973-12-18 | 1978-10-03 | Desoto, Inc. | Copolymers of ethylene and vinyl acetate of increased insolubility |
US4239563A (en) * | 1971-11-02 | 1980-12-16 | Air Products And Chemicals, Inc. | Process for the use of vinyl acetate-ethylene copolymer emulsions to adhere fibers to carpet backing |
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US4737386A (en) * | 1986-09-08 | 1988-04-12 | National Starch And Chemical Corporation | Textile coating composition and textiles coated therewith |
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US4745025A (en) * | 1986-02-19 | 1988-05-17 | Air Products And Chemicals, Inc. | Nonwoven products bonded with binder emulsions of vinyl acetate/ethylene copolymers having improved solvent resistance |
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-
1996
- 1996-09-27 US US08/722,817 patent/US6087437A/en not_active Expired - Lifetime
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Cited By (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8440752B2 (en) | 2001-02-22 | 2013-05-14 | Valspar Sourcing, Inc. | Coating compositions containing low VOC compounds |
US6673854B2 (en) * | 2001-10-05 | 2004-01-06 | National Starch And Chemical Investment Holding Corporation | Vinyl acetate/ethylene emulsion stabilized with a phosphate surfactant |
US6933415B2 (en) | 2002-06-06 | 2005-08-23 | Basf Ag | Low-VOC aqueous coating compositions with excellent freeze-thaw stability |
US20050287336A1 (en) * | 2004-06-24 | 2005-12-29 | Lunsford David J | Carpet coating compositions |
WO2006007157A1 (en) * | 2004-06-24 | 2006-01-19 | Celanese International Corporation | Carpet coating compositions |
US20060241230A1 (en) * | 2005-04-22 | 2006-10-26 | Basf Ag | Low-VOC emulsion polymer coating compositions |
US20080188603A1 (en) * | 2005-04-22 | 2008-08-07 | Basf Aktiengesellschaft | Low-Voc Emulsion Polymer Coating Compositions |
US7705082B2 (en) | 2005-04-22 | 2010-04-27 | Basf Se | Low-VOC emulsion polymer coating compositions |
US7705081B2 (en) | 2005-04-22 | 2010-04-27 | Basf Se | Low-VOC emulsion polymer coating compositions |
US7973085B2 (en) * | 2006-06-12 | 2011-07-05 | Shiseido Company Ltd. | Gel composition |
US20090163616A1 (en) * | 2006-06-12 | 2009-06-25 | Shiseido Company Ltd. | Gel Composition |
EP2166050A3 (en) * | 2008-09-02 | 2010-09-29 | Celanese International Corporation | Low emission, high scrub VAE latex paints |
EP2277960A1 (en) | 2008-09-02 | 2011-01-26 | Celanese International Corporation | Low emission, high scrub VAE latex paints |
EP2277959A1 (en) | 2008-09-02 | 2011-01-26 | Celanese International Corporation | Low emission, high scrub VAE latex paints |
EP2166050A2 (en) | 2008-09-02 | 2010-03-24 | Celanese International Corporation | Low emission, high scrub VAE latex paints |
US9816001B2 (en) | 2008-09-02 | 2017-11-14 | Celanese International Corporation | Low emission, high scrub VAE latex paints |
EP2641922A1 (en) | 2012-03-21 | 2013-09-25 | Celanese Emulsions GmbH | Aqueous Binder Systems And Their Use In Producing Coating Compositions |
US9034944B2 (en) | 2012-06-19 | 2015-05-19 | Celanese Emulsions Gmbh | Emulsion polymers with improved wet scrub resistance having one or more silicon containing compounds |
CN103172782A (en) * | 2013-03-25 | 2013-06-26 | 上海晶华粘胶制品发展有限公司 | Vinyl acetate emulsion |
US20150184387A1 (en) * | 2013-12-30 | 2015-07-02 | Saint-Gobain Placo Sas | Building Boards with Increased Surface Strength |
US11433645B2 (en) * | 2013-12-30 | 2022-09-06 | Saint-Gobain Placo Sas | Building boards with increased surface strength |
US11229209B2 (en) | 2018-06-27 | 2022-01-25 | Vapor Technologies, Inc. | Copper-based antimicrobial PVD coatings |
CN112851196A (en) * | 2020-12-31 | 2021-05-28 | 富思特新材料科技发展股份有限公司 | Processing method of flexible stone-like material |
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